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Islandboys Reviews

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  • Avg 5.0 | 179 Reviews
  • Steel Drum Band from Gulfport, FL
  • 299 Verified Bookings
  • Starting at $300 per event

179 Reviews for Islandboys

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Review by Marci W.

Corporate FunctionReviewed on December 16, 2024From Tampa, FL

Great musician. Played a lot of familiar tunes which my guests loved. Would recommend.

Review by Michael S.

CelebrationReviewed on October 18, 2024From Port Charlotte, FL

The only special request we had was a few selected songs, all were honored with one song that had to be learned before the event. We Highly Recommend

Review by Shannon E.

Casino EventReviewed on June 21, 2024From Port Charlotte, FL

Everyone just raved about Winston and have already asked me when I will book him again, I will be rebooking again real soon!

Review by Michael V.

Private PartyReviewed on May 28, 2024From Tarpon Springs, FL

Wonderful day. Cannot wait to book them again!

Review by Angie M.

Birthday Party (Kids)Reviewed on April 14, 2024From Sarasota, FL

We loved Winston’s performance! It was the perfect background vibe and didn’t overtake the ambiance. We could still hear each other talk while he played the drums. Everyone was excited about the songs he played. Very nice and we will be booking him again!

Review by Wendell G.

Private PartyReviewed on April 14, 2024From Bradenton, FL

The Islandboys exceeded expectations—They were awesome. We had close to 100 attendees and all raved about the music. Each step was flawless from initial communication, to confirmation, to set up, and performance. Thank you Islandboys for an awesome experience and kudos to The Bash for your site.

Review by Rachel L.

Wedding CeremonyReviewed on April 7, 2024From Saint Petersburg, FL

The Islandboys were absolutely amazing. From beginning to end they were a pleasure to work with. They played during my cocktail hour and was the highlight of the wedding. I cannot recommend them enough!

Review by SUSIE H.

Engagement PartyReviewed on April 2, 2024From Clearwater, FL

If I could leave a 10 star review I would! Islandboys brought an amazing ambiance to the engagement party we had for our daughter and her fiancé. Jesse is extremely talented and stayed in constant contact to make sure our event entertainment went flawlessly. From classic calypso to modern hits, Jesse catered to all of our guests tastes of music. Hiring Islandboys was the best decision we made for this special occasion. If you are looking for exceptional live entertainment, choose Islandboys and ENJOY!

Review by AnnMarie F.

Community EventReviewed on January 8, 2024From Seminole, FL

Review by Leo L.

Wedding ReceptionReviewed on November 5, 2023From Hudson, FL

Couldn't have asked for anything better. They made our wedding even better than it already was

Review by Lois W.

Birthday Party (Adult)Reviewed on August 7, 2023From Apopka, FL

Winston did I great job , professional and courteous and classy.

Review by Janet K.

Community EventReviewed on July 16, 2023From Tampa, FL

These guys were upbeat and fun which made our Calypso Pool Party a hugh success! Everyone enjoyed their sounds of the islands! Every one was dancing around the pool and had so much fun! Thank you Island Boys, we will hire them again.

Review by Renee A.

Birthday Party (Adult)Reviewed on June 5, 2023From Tampa, FL

We had a wonderful time. I would hire them again!

Review by Barbie M.

Grand OpeningReviewed on May 15, 2023From North Port, FL

They did an amazing job! My guest and I was very pleased with their performance! They were very professional and the music was exactly what I wanted turned out perfect. My next party I will definitely book them again!

Review by Jennifer M.

Community EventReviewed on April 27, 2023From Palm Harbor, FL

Fantastic for our steel drum brand. Exactly what we wanted and we will do it again in the future!

Review by Virginia G.

Graduation PartyReviewed on March 6, 2023From Clearwater, FL

The guys were very amazing.

Review by Sal M.

Restaurant EventReviewed on February 11, 2023From Saint Petersburg, FL

They were great! Showed up early and started promptly. Would use again!

Review by Timothy L.

Wedding Cocktail HourReviewed on January 30, 2023From Key Largo, FL

Winston and the Island Boys are amazing! They have exceeded every expectation imaginable from the initial quote to the execution of the event. The communication was excellent, the professionalism was top notch, and the performance was unrivaled. He and his team were reasonable on any special requests and could play any song thought of in a steel drum/island version. Winston is a true gentleman and one of the kindest people I've met. My wife and I are so happy we hired the Island Boys for our special event as they definitely helped make it one to remember. If you are looking for entertainment for you next event, look no further and hire the Island Boys!

Review by Kari A.

Private PartyReviewed on December 10, 2022From Tampa, FL

Great musicians! Perfect for our backyard event. Even so kind to our young boys!

Review by Emmanuel F.

Wedding CeremonyReviewed on November 27, 2022From Indian Rocks Beach, FL

The person that was scheduled to come did not come and sent his son instead and was late to our event.

Review by Meghan L.

Corporate FunctionReviewed on October 27, 2022From Tampa, FL

Winston was great to work with.

Review by Tara N.

Community EventReviewed on July 17, 2022From Ruskin, FL

The Island Boys were a wonderful addition to our Caribbean outdoor event. Everyone who attended enjoyed the music. Winston even took time to show some of the children how the drums worked.

Review by Rusty R.

Birthday Party (Adult)Reviewed on May 24, 2022From Sarasota, FL

Winston was awesome. He loves what he does and it comes across to the crowd. I highly recommend him to anyone looking for a great addition to your party

Review by Brandi B.

Nursing Home EventReviewed on April 27, 2022From Sarasota, FL

The Island Boys were a lot of fun, good sound, brought everything they needed for us to have a successful party. And they were on time despite traffic and construction!

Review by Mark M.

CelebrationReviewed on April 2, 2022From Sarasota, FL

Winston was great. His playing added a big chunk of fun to our party. I’d definitely hire him again.